A Practical Synthesis of Betulonic Acid Using Selective Oxidation of Betulin on Aluminium Solid Support

The room temperature oxidation of betulin by Cr(VI) compounds in aqueous acetone on solid supports such as alumina, zeolites and silica gel has been studied. The oxidation on alumina support leaded to a single product—betulonic acid—in quantitative yield. One hundred percent selective oxidation duri...

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Autores principales: Melnikova, Nina, Burlova, Irina, Kiseleva, Tatiana, Klabukova, Irina, Gulenova, Marina, Kislitsin, Аleksey, Vasin, Viktor, Tanaseichuk, Boris
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268157/
https://www.ncbi.nlm.nih.gov/pubmed/23085649
http://dx.doi.org/10.3390/molecules171011849
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author Melnikova, Nina
Burlova, Irina
Kiseleva, Tatiana
Klabukova, Irina
Gulenova, Marina
Kislitsin, Аleksey
Vasin, Viktor
Tanaseichuk, Boris
author_facet Melnikova, Nina
Burlova, Irina
Kiseleva, Tatiana
Klabukova, Irina
Gulenova, Marina
Kislitsin, Аleksey
Vasin, Viktor
Tanaseichuk, Boris
author_sort Melnikova, Nina
collection PubMed
description The room temperature oxidation of betulin by Cr(VI) compounds in aqueous acetone on solid supports such as alumina, zeolites and silica gel has been studied. The oxidation on alumina support leaded to a single product—betulonic acid—in quantitative yield. One hundred percent selective oxidation during 30 min of betulin up to betulonic aldehyde was determined when silica gel support was used. The oxidation of betulin using zeolites as a support gives a mixture of betulonic acid and aldehyde in a 2:1 ratio. It is proposed the selective oxidation up to betulonic acid is due to the influence of Al(3+)-ions.
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spelling pubmed-62681572018-12-12 A Practical Synthesis of Betulonic Acid Using Selective Oxidation of Betulin on Aluminium Solid Support Melnikova, Nina Burlova, Irina Kiseleva, Tatiana Klabukova, Irina Gulenova, Marina Kislitsin, Аleksey Vasin, Viktor Tanaseichuk, Boris Molecules Article The room temperature oxidation of betulin by Cr(VI) compounds in aqueous acetone on solid supports such as alumina, zeolites and silica gel has been studied. The oxidation on alumina support leaded to a single product—betulonic acid—in quantitative yield. One hundred percent selective oxidation during 30 min of betulin up to betulonic aldehyde was determined when silica gel support was used. The oxidation of betulin using zeolites as a support gives a mixture of betulonic acid and aldehyde in a 2:1 ratio. It is proposed the selective oxidation up to betulonic acid is due to the influence of Al(3+)-ions. MDPI 2012-10-09 /pmc/articles/PMC6268157/ /pubmed/23085649 http://dx.doi.org/10.3390/molecules171011849 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Melnikova, Nina
Burlova, Irina
Kiseleva, Tatiana
Klabukova, Irina
Gulenova, Marina
Kislitsin, Аleksey
Vasin, Viktor
Tanaseichuk, Boris
A Practical Synthesis of Betulonic Acid Using Selective Oxidation of Betulin on Aluminium Solid Support
title A Practical Synthesis of Betulonic Acid Using Selective Oxidation of Betulin on Aluminium Solid Support
title_full A Practical Synthesis of Betulonic Acid Using Selective Oxidation of Betulin on Aluminium Solid Support
title_fullStr A Practical Synthesis of Betulonic Acid Using Selective Oxidation of Betulin on Aluminium Solid Support
title_full_unstemmed A Practical Synthesis of Betulonic Acid Using Selective Oxidation of Betulin on Aluminium Solid Support
title_short A Practical Synthesis of Betulonic Acid Using Selective Oxidation of Betulin on Aluminium Solid Support
title_sort practical synthesis of betulonic acid using selective oxidation of betulin on aluminium solid support
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268157/
https://www.ncbi.nlm.nih.gov/pubmed/23085649
http://dx.doi.org/10.3390/molecules171011849
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